Oligopyridine ligands derived from amino acid precursors: Their Zn2+ complexation and effects on hepatic stellate cell functions

Hiroshi Tsukube; Yuki Noda; Yumiko Kataoka; Hiroyuki Miyake; Satoshi Shinoda; Akiko Kojima-Yuasa; Yoshitake Nishida; Isao Matsui-Yuasa

doi:10.1039/B806548A

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Dalton Transactions

Issue 30, 2008

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Oligopyridine ligands derived from amino acid precursors: Their Zn²⁺ complexation and effects on hepatic stellate cell functions

Hiroshi Tsukube , Yuki Noda , Yumiko Kataoka , Hiroyuki Miyake , Satoshi Shinoda , Akiko Kojima-Yuasa , Yoshitake Nishida and Isao Matsui-Yuasa

Dalton Trans., 2008, 4038-4043

DOI: 10.1039/B806548A
Received 17 Apr 2008, Accepted 12 May 2008
First published on the web 24 Jun 2008

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A series of oligopyridine ligands were derived from amino acid amides in which amide oxygen and ternary nitrogen atoms were combined with pyridine moieties. ¹H NMR and circular dichroism spectroscopic characterizations revealed that they formed stable Zn²⁺ complexes in neutral aqueous solutions and caused Zn²⁺ deficiency in the hepatic stellate cell systems. Since collagen synthesis was effectively promoted in the cells, the present oligopyridine derivatives worked as biocompatible ligands for Zn²⁺ complexation and cell activation.

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¹H NMR spectral changes of 3b upon Zn(ClO ₄) ₂ complexation in aqueous solution, ESI-MS spectrum of an equimolar mixture of 3b and Zn(ClO ₄) ₂ in H ₂O, CD spectral changes and titration curves for log K'; determination of 2, 3a, 3c and 4a, ¹H and ¹³C NMR spectra of 3a?3c and 4b
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Hiroshi Tsukube
Yuki Noda
Yumiko Kataoka
Hiroyuki Miyake
Satoshi Shinoda
Akiko Kojima-Yuasa
Yoshitake Nishida
Isao Matsui-Yuasa

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Dalton Transactions

Oligopyridine ligands derived from amino acid precursors: Their Zn²⁺ complexation and effects on hepatic stellate cell functions

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